Search Vacation Homes in Kailua

Compare 109 Vacation Homes in Kailua with updated reviews, rates, and availability.

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (335)
"Great location and stay. It met our needs as a family of four that spent most the day out seeing the local sights. The kids shared the double bed without a problem."
The price is AED 716
AED 1,465 total
includes taxes & fees
28 Nov - 29 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (328)
"This was our second time staying here. It’s in a perfect location— very close to all of the beaches and activities.. The house has everything you need and very clean. I highly suggest that you make your coffee and take the very short walk down to Hana Bay to watch the sunrise every morning. Also sleeping on the bed in the screened in porch is pretty amazing as well! We enjoyed talking with the nice lady who cleans the home. She’s very kind and does such a wonderful job. Highly recommend!"
The price is AED 639
AED 1,304 total
includes taxes & fees
28 Nov - 29 Nov
STHA-2017/0002 Across from Hana Bay

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (186)
"A bit dated but honestly was part of its charm. Spotless & utterly comfortable. Great location. Managed well. "
Kaiholo Hale

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (205)
"This is our 3rd time booking this property and every time has been amazing! The house is perfect for our family of four. It has always been very clean, quiet and relaxing. The property is so gorgeous and we enjoy our time out on the patio. 1000000000 X would recommend! If this is your first time to Hana, I recommend bringing or buying bug spray as it is the jungle and there are lots of bugs outside. You’ll be totally fine if you have some though. See you next year Hana!"
The price is AED 1,102
AED 2,316 total
includes taxes & fees
1 Dec - 2 Dec
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

OCEANFRONT HOME*UNINTERRUPTED*HOT TUB*PRIVATE GEM

9.6 out of 10, Exceptional, (5)
"Our family of 4 (boys ages 19 and 15) stayed here on our Maui stretch of an island hopping vacation. Wish I could have stayed here longer- truly a special place! Home is private, has amazing views, comfortable beds and super convenient to everything. Mahalo for making our vacation wonderful!"
OCEANFRONT HOME*UNINTERRUPTED*HOT TUB*PRIVATE GEM

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

9.8 out of 10, Exceptional, (69)
"We had a great stay. Location was great, across from one of the most popular surfing beaches. Beautiful sunrises and sunsets everyday. Overall, would stay again."
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (68)
"We had a very relaxing time at this property! Such a beautiful place. We will definitely stay again. "
The price is AED 2,975
AED 4,930 total
includes taxes & fees
27 Nov - 28 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Mountain to Ocean Views Pole House @ Maui Adventure Villa

9.8 out of 10, Exceptional, (206)
"We were amazed at the warmth and decor and incredible views from this beautiful home We would not hesitate to return. Jeff and Beth"
Mountain to Ocean Views Pole House @ Maui Adventure Villa

Oceanfront Penthouse Vistas

4.5 star property
10.0 out of 10, Exceptional, (2)
"Close to everything! If you’re planning on taking a day trips this location is very central and has everything you could ever want included! "
Oceanfront Penthouse Vistas

Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

2.0 star property
9.6 out of 10, Exceptional, (65)
"First off, the location is absolutely perfect. As soon as you walk through the front door you are hit with beautiful views of the ocean. The management company is always communicating with you to ensure everything goes well. The one issue we dealt with was insects and lizards. The management was quick to respond and sent someone out. "
The price is AED 3,950
AED 8,566 total
includes taxes & fees
1 Dec - 2 Dec
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (188)
"Great location, central to everything on the island, beautiful property, well maintained. Owner was very accommodating & easy to work with. Great outdoor living spaces including a lovely pool. Plenty of beach & pool accessories"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!

10.0 out of 10, Exceptional, (10)
"We were beyond pleased with our stay. The home had everything we needed, and the views were magnificent. The short stroll down to the black sand beach was absolutely gorgeous. Loved it!"
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (92)
"The property is beautiful with lots of space inside and out! It is within walking distance of stores and restaurants. Stayed with a family group of 6 adults and 2 small children. The view of the beach with the grassy area and palms trees was outstanding! We played many rounds of bocce ball on the grass and the kids spent a great deal of time playing there too. Plenty of beach chairs and towels are provided as well as some sand toys for the kids. The house is a little older and dated and could...
Stunning Beachfront Private Home! Perfect for Families, Great Location!

Spacious Maui Beach House, Private Pool, AC, Sleeps 6

10.0 out of 10, Exceptional, (42)
"The place was Amazing! Super close to the ocean, to food & restaurants- Perfect place to stay! Best Family Vacation Ever!!!"
Spacious Maui Beach House, Private Pool, AC, Sleeps 6

Hana Homestead by the Beach

9.8 out of 10, Exceptional, (132)
"The view from this house is absolutely amazing!! It overlooks Hana bay and the lighthouse. You can literally sit in the hot tub on the front porch and watch the sunset over the bay!"
The price is AED 3,489
AED 6,816 total
includes taxes & fees
1 Dec - 2 Dec
Hana Homestead by the Beach

Charming Direct Oceanfront North Shore Beach House

8.8 out of 10, Excellent, (28)
"Very clean / safe property with a beautiful view of the sunrise each morning. The queen bed in the bottom unit was a little too hard to be comfortable, but the master room was better! Overall 5 stars and very happy with our choice "
The price is AED 2,427
AED 2,958 total
includes taxes & fees
1 Dec - 2 Dec
Charming Direct Oceanfront North Shore Beach House

BEACHFRONT HOUSE KIHEI, MAUI..TRUE HAWAIIAN HOME 1960's

9.8 out of 10, Exceptional, (97)
"We truly enjoyed the beach house! The sunsets were amazing! "
BEACHFRONT HOUSE KIHEI, MAUI..TRUE HAWAIIAN HOME 1960's

Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

10.0 out of 10, Exceptional, (13)
"The property is fantastic and had everything we needed. Great response from the property manager and very clean. The evening breeze was the best and just hearing the ocean all night was so calming."
Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

9.2 out of 10, Wonderful, (135)
"Hana is a sleepy town ...but friendly ...everything is in walking distance...need more vacation time!"
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.

9.2 out of 10, Wonderful, (21)
"I was not aware that the third bedroom did not have air conditioning. That is the one thing they could do to make this property perfect!"
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kailua

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (699)
"Great!"
Maui Beach Vacation Club

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (424)
"It was very close to everything we visited in Maui for 5N and 6D"
Maui Schooner Resort

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1022)
"The beach was in your backyard. I’ve seen multiple turtles. There’s a cute delicious deli on the property. Away from the busy areas but close enough for a short drive. Just a perfect getaway "
Sugar Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.